Patent EP-1498109-A1 (EP)
Inventor: MAVRO JACQUELINE
IPC: C07D307/71
Filed: 2004-07-02
Abstract: New dyeing compositions (A) comprise a dyeing medium containing at least one 2-amino-5-carbonylfuran derivative (I), or its acid or base addition salt, as coupler and at least one oxidation base (II). New dyeing compositions (A) comprise a dyeing medium containing at least one 2-amino-5-carbonylfuran derivative of formula (I), or its acid or base addition salt, as coupler and at least one oxidation base (II). [Image] R1, R2phenyl (optionally substituted by one or more of halo, OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido, NR13R14 or T (optionally substituted by one or more of OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido or NR13R14)), 1-8C alkyl (optionally substituted by one or more of OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido or NR13R14), or H; or NR1R25-8 membered heterocycle (optionally containing one or more O, N, S or SO2) (optionally substituted by R5) (provided that no peroxide, diazo or nitroso groups are present); T : 1-4C alkyl; R5halo, T (optionally substituted by one or more of OH, COOH, COOT, OT or NR6R7), COOH, mono- or dialkylcarboxamido, SO2T, alkylsulfonamido, OH, OT, 2-4C hydroxyalkoxy, SO2NH2, ST, SOT, SO2T or NR8R9; R3H, SO2T, 1-8C alkyl (optionally substituted by one or more of OH, OR10, COOH, COOT, CONHT, CONT2, SO2T, SO3H, SOT, NHSO2T or NR11R12), phenyl or 5-6 membered heteroaryl (both optionally substituted by one or more of halo, OH, OT, COOH, COOT, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, ST, alkylsulfonamido, NR13R14 or T (optionally substituted by one or more of OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido or NR13R14)); R10T (optionally substituted by one or more of OH, OMe, OEt, NH2, NHT, NT2 or 2-4C (poly)hydroxyalkylamino); R6 - R9, R11 - R14H, sulfino, COT, CONHT, CONT2 or T (optionally substituted by one or more of OH, OT, SO2T, alkylsulfonamido, COOH, CONHT, CONT2, alkylsulfoxide, NH2, NHT, NT2 or 2-4C (poly)hydroxyalkylamino); or NR8R95-8 membered heterocycle (optionally substituted by one or more of halo, OH, OMe, OEt, COOH, alkylsulfonamido, NR13R14 or T (optionally substituted by one or more of OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido or NR13R14); R4phenyl, furyl, thienyl, oxazolyl, imidazolyl, thiazolyl, pyrrolyl, isoxazolyl, triazolyl, thiadiazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl (all optionally substituted by one or more of halo, OH, OT, COOH, COOT, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, ST, alkylsulfonamido, NR13R14 or T (optionally substituted by one or more of OH, OT, COOH, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, alkylsulfonamido or NR13R14)), OR10, NR15R16, OH, or 1-8C alkyl (optionally substituted by one or more of OH, OR10, COOH, alkoxycarbonyl, CONHT, CONT2, alkylsulfonyl, sulfino, alkylsulfoxide, alkylsulfonamido or NR25R26); R15, R16, R25, R26phenyl, heteroaryl, 1-6C alkyl (all optionally substituted by one or more of OH, OMe, OEt, Ph, NHSO2T, COOH, CONHT, CONT2, SO2T, SOT, NH2, mono- or dialkylamino or 2-4C (poly)hydroxyalkylamino), or H; X : H, halo, OT or phenoxy (optionally substituted by one or more of halo, OH, OT, COOH, COOT, CONHT, CONT2, SO2T, SO3H, alkylsulfoxide, ST, alkylsulfonamido, NR13R14 or T (optionally substituted by OH, OMe, OEt, COOH, SO3H or NH2). Independent claims are also included for the following: (a) a method for the oxidation dyeing of keratin fibers, involving applying (A) to the fibers in presence of an oxidizing agent (B); (b) a multicomponent dyeing kit, having one compartment containing (A) and another containing (B); (c) new 2-amino-5-carbonylfuran derivatives (I; R4 = R'4); and (d) new bromo-nitrofuran derivative intermediates of formulae (III) and (IV). [Image] R'4phenyl, furyl, thienyl, oxazolyl, imidazolyl, thiazolyl, isoxazolyl, triazolyl, thiadiazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl (all optionally substituted), NR'15R'16, or 2-8C alkyl (optionally substituted by one or more of OH, alkoxy, OR10, COOH, carboxamido, alkylsulfonyl, alkylsulfoxide, alkylsulfonamido or NR'25R'26); R'15, R'16, R'25, R'26phenyl, heteroaryl (both optionally substituted), 1-6C alkyl (optionally substituted by one or more of OH, OMe, OEt, NHSO2T, COOH, CONH2, SO2T, NH2, mono- or dialkylamino or 2-4C (poly)hydroxyalkylamino).